Helicenes
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Helicenes
In organic chemistry, helicenes are ortho-condensed polycyclic aromatic compounds in which benzene rings or other aromatics are angularly annulated to give helically-shaped chiral molecules. The chemistry of helicenes has attracted continuing attention because of their unique structural, spectral, and optical features. Structure and properties The systematic naming for this class of compounds is based on the number of rings: 'n''elicene is the structure consisting of ''n'' rings. According to IUPAC, only structures where ''n'' is at least 5 are considered helicenes. Some specific compounds also have alternate or trivial names. As the number of rings increases, starting at four, the structure becomes non-planar, but instead the planes of consecutive rings tilt to prevent steric collisions. For helicenes with six benzene units, a 360° turn is completed. In the helicene series the dihedral angles between the extremities increases going from elicene (26°) to elicene (58 ...
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Axial Chirality
In chemistry, axial chirality is a special case of chirality (chemistry), chirality in which a molecule contains two pairs of chemical groups in a non-planar arrangement about an axis of chirality so that the molecule is not superposable on its mirror image. The axis of chirality (or ''chiral axis'') is usually determined by a chemical bond that is constrained against free rotation either by steric hindrance of the groups, as in substituted aryl, biaryl compounds such as BINAP, or by Torsion constant#Torsional_stiffness, torsional stiffness of the bonds, as in the C=C double bonds in allenes such as glutinic acid. Axial chirality is most commonly observed in substituted biaryl compounds wherein the rotation about the aryl–aryl bond is restricted so it results in chiral atropisomers, as in various ortho-substituted biphenyls, and in binaphthyls such as BINAP. Axial chirality differs from Stereocenter, central chirality (point chirality) in that axial chirality does not require a ...
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Tetrahedral Molecular Geometry
In a tetrahedral molecular geometry, a central atom is located at the center with four substituents that are located at the corners of a tetrahedron. The bond angles are arccos(−) = 109.4712206...° ≈ 109.5° when all four substituents are the same, as in methane () as well as its heavier analogues. Methane and other perfectly symmetrical tetrahedral molecules belong to point group ''Td'', but most tetrahedral molecules have lower symmetry. Tetrahedral molecules can be chiral. Tetrahedral bond angle The bond angle for a symmetric tetrahedral molecule such as CH4 may be calculated using the dot product of two vectors. As shown in the diagram at left, the molecule can be inscribed in a cube with the tetravalent atom (e.g. carbon) at the cube centre which is the origin of coordinates, O. The four monovalent atoms (e.g. hydrogens) are at four corners of the cube (A, B, C, D) chosen so that no two atoms are at adjacent corners linked by only one cube edge. If the edge len ...
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Electrocyclic Reaction
In organic chemistry, an electrocyclic reaction is a type of pericyclic reaction, pericyclic, rearrangement reaction, rearrangement reaction where the net result is one pi bond being converted into one sigma bond or vice versa. These reactions are usually categorized by the following criteria: * Reactions can be either photochemistry, photochemical or thermal. * Reactions can be either ring-opening or ring-closing (electrocyclization). * Depending on the type of reaction (Organic photochemistry, photochemical or thermal) and the number of pi electrons, the reaction can happen through either a conrotatory and disrotatory, conrotatory or disrotatory mechanism. * The type of rotation determines whether the cis–trans isomerism, cis or trans isomer of the product will be formed. Classical examples The Nazarov cyclization reaction is a named electrocyclic reaction converting divinylketones to cyclopentenones. A classic example is the thermal ring-opening reaction of 3,4-dimethylcyclo ...
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Substituent
In organic chemistry, a substituent is one or a group of atoms that replaces (one or more) atoms, thereby becoming a moiety in the resultant (new) molecule. The suffix ''-yl'' is used when naming organic compounds that contain a single bond replacing one hydrogen; ''-ylidene'' and ''-ylidyne'' are used with double bonds and triple bonds, respectively. In addition, when naming hydrocarbons that contain a substituent, positional numbers are used to indicate which carbon atom the substituent attaches to when such information is needed to distinguish between isomers. Substituents can be a combination of the inductive effect and the mesomeric effect. Such effects are also described as electron-rich and electron withdrawing. Additional steric effects result from the volume occupied by a substituent. The phrases ''most-substituted'' and ''least-substituted'' are frequently used to describe or compare molecules that are products of a chemical reaction. In this terminology, ...
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Carboxylic Acid
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an Substituent, R-group. The general formula of a carboxylic acid is often written as or , sometimes as with R referring to an organyl group (e.g., alkyl, alkenyl, aryl), or hydrogen, or other groups. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion. Examples and nomenclature Carboxylic acids are commonly identified by their trivial names. They often have the suffix ''-ic acid''. IUPAC-recommended names also exist; in this system, carboxylic acids have an ''-oic acid'' suffix. For example, butyric acid () is butanoic acid by IUPAC guidelines. For nomenclature of complex molecules containing a carboxylic acid, the carboxyl can be considered position one of the parent chain even if there are other substituents, such as 3-chloropropanoic acid. Alternately, it can be named ...
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Friedel–Crafts Reaction
The Friedel–Crafts reactions are a set of organic reaction, reactions developed by Charles Friedel and James Crafts in 1877 to attach substituents to an Aromatic hydrocarbon, aromatic ring. Friedel–Crafts reactions are of two main types: alkylation reactions and acylation reactions. Both proceed by electrophilic aromatic substitution. Alkylation With alkenes In commercial applications, the alkylating agents are generally alkenes, some of the largest scale reactions practiced in industry. Such alkylations are of major industrial importance, e.g. for the production of ethylbenzene, the precursor to polystyrene, from benzene and ethylene and for the production of cumene from benzene and propene in cumene process: : : Industrial production typically uses solid acids derived from a zeolite as the catalyst. With alkyl halides Friedel–Crafts alkylation involves the alkylation of an aromatic ring. Traditionally, the alkylating agents are alkyl halides. Many alkylating ...
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Melvin Spencer Newman
Melvin Spencer Newman (March 10, 1908 – May 30, 1993) was an American chemist, Ohio State University professor, best known for inventing the Newman projection. Newman was born in New York City in a Jewish family, the youngest of Mae (née Polack) and Jacob K. Newman's four children."Newman, Jacob K.," in: James Terry White, ''The National Cyclopaedia of American Biography'', v. 33, New York: J. T. White, 1947, p. 183. His paternal grandfather was the New Orleans German-born investment banker and philanthropist Isidore Newman. Shortly after his birth, his family moved to New Orleans, Louisiana. When he was 14, they moved back to New York, where he attended Riverdale County School. From 1925 to 1932, he attended Yale University, where he obtained his B.A. ''magna cum laude'' in 1929 and his PhD in 1932, under the direction of Professor Rudolph J. Anderson. He was a member of Zeta Beta Tau. After postdoctoral stays at Yale, Columbia University and Harvard University, he began ...
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Chemical Synthesis
Chemical synthesis (chemical combination) is the artificial execution of chemical reactions to obtain one or several products. This occurs by physical and chemical manipulations usually involving one or more reactions. In modern laboratory uses, the process is reproducible and reliable. A chemical synthesis involves one or more compounds (known as '' reagents'' or ''reactants'') that will experience a transformation under certain conditions. Various reaction types can be applied to formulate a desired product. This requires mixing the compounds in a reaction vessel, such as a chemical reactor or a simple round-bottom flask. Many reactions require some form of processing (" work-up") or purification procedure to isolate the final product. The amount produced by chemical synthesis is known as the '' reaction yield''. Typically, yields are expressed as a mass in grams (in a laboratory setting) or as a percentage of the total theoretical quantity that could be produced based ...
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Jakob Meisenheimer
Jakob Meisenheimer (14 June 1876 – 2 December 1934) was a German chemist. He made numerous contributions to organic chemistry, the most famous being his proposed structure for a group of compounds now named Meisenheimer complex. He also proposed the mechanism of the Beckmann rearrangement The Beckmann rearrangement, named after the German chemist Ernst Otto Beckmann (1853–1923), is a rearrangement reaction, rearrangement of an oxime functional group to substituted amides. The rearrangement has also been successfully performed on .... Later in his career, he reported the synthesis of the pyridine-''N''-oxide. References * {{DEFAULTSORT:Meisenheimer, Jakob 1876 births 1934 deaths 20th-century German chemists Academic staff of the University of Greifswald Scientists from Frankfurt ...
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Dextrorotatory
Optical rotation, also known as polarization rotation or circular birefringence, is the rotation of the orientation of the plane of polarization about the optical axis of linearly polarized light as it travels through certain materials. Circular birefringence and circular dichroism are the manifestations of optical activity. Optical activity occurs only in chiral materials, those lacking microscopic mirror symmetry. Unlike other sources of birefringence which alter a beam's state of polarization, optical activity can be observed in fluids. This can include gases or solutions of chiral molecules such as sugars, molecules with helical secondary structure such as some proteins, and also chiral liquid crystals. It can also be observed in chiral solids such as certain crystals with a rotation between adjacent crystal planes (such as quartz) or metamaterials. When looking at the source of light, the rotation of the plane of polarization may be either to the right (dextrorotatory o ...
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